JP3366632B2 - オリゴ糖を含む化粧品組成物 - Google Patents
オリゴ糖を含む化粧品組成物Info
- Publication number
- JP3366632B2 JP3366632B2 JP50137693A JP50137693A JP3366632B2 JP 3366632 B2 JP3366632 B2 JP 3366632B2 JP 50137693 A JP50137693 A JP 50137693A JP 50137693 A JP50137693 A JP 50137693A JP 3366632 B2 JP3366632 B2 JP 3366632B2
- Authority
- JP
- Japan
- Prior art keywords
- oligosaccharide
- composition
- oligosaccharides
- gluco
- cosmetic composition
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 239000000203 mixture Substances 0.000 title claims description 42
- 229920001542 oligosaccharide Polymers 0.000 title claims description 39
- 239000002537 cosmetic Substances 0.000 title claims description 23
- 150000002482 oligosaccharides Chemical class 0.000 title claims description 18
- 239000007788 liquid Substances 0.000 claims description 6
- 239000000872 buffer Substances 0.000 claims description 5
- 239000002453 shampoo Substances 0.000 claims description 4
- 239000000344 soap Substances 0.000 claims description 4
- 241000186660 Lactobacillus Species 0.000 claims description 3
- 239000006071 cream Substances 0.000 claims description 3
- 239000000839 emulsion Substances 0.000 claims description 3
- 239000002736 nonionic surfactant Substances 0.000 claims description 3
- 241000186245 Corynebacterium xerosis Species 0.000 claims description 2
- 229940039696 lactobacillus Drugs 0.000 claims description 2
- 229940044950 vaginal gel Drugs 0.000 claims description 2
- 241000192041 Micrococcus Species 0.000 claims 2
- 241000191940 Staphylococcus Species 0.000 claims 1
- 230000001815 facial effect Effects 0.000 claims 1
- 125000003071 maltose group Chemical group 0.000 claims 1
- 210000001215 vagina Anatomy 0.000 claims 1
- 239000000029 vaginal gel Substances 0.000 claims 1
- 239000003755 preservative agent Substances 0.000 description 8
- 230000002335 preservative effect Effects 0.000 description 8
- 230000009286 beneficial effect Effects 0.000 description 7
- 230000000813 microbial effect Effects 0.000 description 7
- 238000000034 method Methods 0.000 description 6
- RFSUNEUAIZKAJO-ARQDHWQXSA-N Fructose Chemical class OC[C@H]1O[C@](O)(CO)[C@@H](O)[C@@H]1O RFSUNEUAIZKAJO-ARQDHWQXSA-N 0.000 description 5
- 235000010482 polyoxyethylene sorbitan monooleate Nutrition 0.000 description 5
- 229920000053 polysorbate 80 Polymers 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- OWEGMIWEEQEYGQ-UHFFFAOYSA-N 100676-05-9 Natural products OC1C(O)C(O)C(CO)OC1OCC1C(O)C(O)C(O)C(OC2C(OC(O)C(O)C2O)CO)O1 OWEGMIWEEQEYGQ-UHFFFAOYSA-N 0.000 description 4
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 4
- 241000192130 Leuconostoc mesenteroides Species 0.000 description 4
- GUBGYTABKSRVRQ-PICCSMPSSA-N Maltose Natural products O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1O[C@@H]1[C@@H](CO)OC(O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-PICCSMPSSA-N 0.000 description 4
- 239000008103 glucose Substances 0.000 description 4
- 229930182478 glucoside Natural products 0.000 description 4
- -1 methyl α-glucoside Chemical class 0.000 description 4
- 239000000244 polyoxyethylene sorbitan monooleate Substances 0.000 description 4
- 229940068968 polysorbate 80 Drugs 0.000 description 4
- 239000002562 thickening agent Substances 0.000 description 4
- 108010055629 Glucosyltransferases Proteins 0.000 description 3
- 102000000340 Glucosyltransferases Human genes 0.000 description 3
- 244000068988 Glycine max Species 0.000 description 3
- 235000010469 Glycine max Nutrition 0.000 description 3
- 230000002378 acidificating effect Effects 0.000 description 3
- 230000000844 anti-bacterial effect Effects 0.000 description 3
- 230000008901 benefit Effects 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 238000011161 development Methods 0.000 description 3
- 235000013305 food Nutrition 0.000 description 3
- FTSSQIKWUOOEGC-RULYVFMPSA-N fructooligosaccharide Chemical compound OC[C@H]1O[C@@](CO)(OC[C@@]2(OC[C@@]3(OC[C@@]4(OC[C@@]5(OC[C@@]6(OC[C@@]7(OC[C@@]8(OC[C@@]9(OC[C@@]%10(OC[C@@]%11(O[C@H]%12O[C@H](CO)[C@@H](O)[C@H](O)[C@H]%12O)O[C@H](CO)[C@@H](O)[C@@H]%11O)O[C@H](CO)[C@@H](O)[C@@H]%10O)O[C@H](CO)[C@@H](O)[C@@H]9O)O[C@H](CO)[C@@H](O)[C@@H]8O)O[C@H](CO)[C@@H](O)[C@@H]7O)O[C@H](CO)[C@@H](O)[C@@H]6O)O[C@H](CO)[C@@H](O)[C@@H]5O)O[C@H](CO)[C@@H](O)[C@@H]4O)O[C@H](CO)[C@@H](O)[C@@H]3O)O[C@H](CO)[C@@H](O)[C@@H]2O)[C@@H](O)[C@@H]1O FTSSQIKWUOOEGC-RULYVFMPSA-N 0.000 description 3
- 229940107187 fructooligosaccharide Drugs 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- BJEPYKJPYRNKOW-REOHCLBHSA-N (S)-malic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O BJEPYKJPYRNKOW-REOHCLBHSA-N 0.000 description 2
- AYRXSINWFIIFAE-SCLMCMATSA-N Isomaltose Natural products OC[C@H]1O[C@H](OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C=O)[C@@H](O)[C@@H](O)[C@@H]1O AYRXSINWFIIFAE-SCLMCMATSA-N 0.000 description 2
- 241001524190 Kocuria kristinae Species 0.000 description 2
- 229930006000 Sucrose Natural products 0.000 description 2
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 2
- 230000009471 action Effects 0.000 description 2
- BJEPYKJPYRNKOW-UHFFFAOYSA-N alpha-hydroxysuccinic acid Natural products OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 0.000 description 2
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 description 2
- GUBGYTABKSRVRQ-QUYVBRFLSA-N beta-maltose Chemical compound OC[C@H]1O[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@@H]1O GUBGYTABKSRVRQ-QUYVBRFLSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- WPUMTJGUQUYPIV-JIZZDEOASA-L disodium (S)-malate Chemical compound [Na+].[Na+].[O-]C(=O)[C@@H](O)CC([O-])=O WPUMTJGUQUYPIV-JIZZDEOASA-L 0.000 description 2
- 239000003995 emulsifying agent Substances 0.000 description 2
- DBTMGCOVALSLOR-AXAHEAMVSA-N galactotriose Natural products OC[C@@H]1O[C@@H](O[C@@H]2[C@@H](O)[C@H](CO)O[C@@H](O[C@H]3[C@@H](O)[C@H](O)O[C@@H](CO)[C@@H]3O)[C@@H]2O)[C@H](O)[C@H](O)[C@H]1O DBTMGCOVALSLOR-AXAHEAMVSA-N 0.000 description 2
- 150000008131 glucosides Chemical class 0.000 description 2
- DWMMZQMXUWUJME-UHFFFAOYSA-N hexadecyl octanoate Chemical compound CCCCCCCCCCCCCCCCOC(=O)CCCCCCC DWMMZQMXUWUJME-UHFFFAOYSA-N 0.000 description 2
- DLRVVLDZNNYCBX-RTPHMHGBSA-N isomaltose Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1OC[C@@H]1[C@@H](O)[C@H](O)[C@@H](O)C(O)O1 DLRVVLDZNNYCBX-RTPHMHGBSA-N 0.000 description 2
- FBJQEBRMDXPWNX-FYHZSNTMSA-N isomaltotriose Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1OC[C@@H]1[C@@H](O)[C@H](O)[C@@H](O)[C@@H](OC[C@@H]2[C@H]([C@H](O)[C@@H](O)C(O)O2)O)O1 FBJQEBRMDXPWNX-FYHZSNTMSA-N 0.000 description 2
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
- GUBGYTABKSRVRQ-QKKXKWKRSA-N lactose group Chemical group OC1[C@H](O)[C@@H](O)[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@@H](O)[C@H](O2)CO)[C@H](O1)CO GUBGYTABKSRVRQ-QKKXKWKRSA-N 0.000 description 2
- 239000001630 malic acid Substances 0.000 description 2
- 235000011090 malic acid Nutrition 0.000 description 2
- 230000004060 metabolic process Effects 0.000 description 2
- 244000005700 microbiome Species 0.000 description 2
- 235000013336 milk Nutrition 0.000 description 2
- 210000004080 milk Anatomy 0.000 description 2
- 210000004877 mucosa Anatomy 0.000 description 2
- 230000001717 pathogenic effect Effects 0.000 description 2
- 235000019265 sodium DL-malate Nutrition 0.000 description 2
- 239000001394 sodium malate Substances 0.000 description 2
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 239000005720 sucrose Substances 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 239000006188 syrup Substances 0.000 description 2
- 235000020357 syrup Nutrition 0.000 description 2
- 239000000286 vaginal jelly Substances 0.000 description 2
- 235000020138 yakult Nutrition 0.000 description 2
- FLDFNEBHEXLZRX-RUAPLKMPSA-N (2S,5S)-2-[(2S,5R)-2-[[(2R,5R)-2-[[(2R,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol Chemical compound OC[C@H]1O[C@@](CO)(OC[C@@]2(OC[C@@]3(O[C@@H]4OC(CO)[C@@H](O)C(O)C4O)O[C@H](CO)C(O)C3O)O[C@H](CO)C(O)C2O)C(O)C1O FLDFNEBHEXLZRX-RUAPLKMPSA-N 0.000 description 1
- DWHIUNMOTRUVPG-UHFFFAOYSA-N 2-[2-[2-[2-[2-[2-(2-dodecoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethanol Chemical compound CCCCCCCCCCCCOCCOCCOCCOCCOCCOCCOCCO DWHIUNMOTRUVPG-UHFFFAOYSA-N 0.000 description 1
- BXCRLBBIZJSWNS-UHFFFAOYSA-N 2-hydroxyethyl hexadecanoate Chemical compound CCCCCCCCCCCCCCCC(=O)OCCO BXCRLBBIZJSWNS-UHFFFAOYSA-N 0.000 description 1
- 241000234282 Allium Species 0.000 description 1
- 235000002732 Allium cepa var. cepa Nutrition 0.000 description 1
- 240000002234 Allium sativum Species 0.000 description 1
- 241000228212 Aspergillus Species 0.000 description 1
- 241000723343 Cichorium Species 0.000 description 1
- 235000007542 Cichorium intybus Nutrition 0.000 description 1
- 241000132536 Cirsium Species 0.000 description 1
- 241000186427 Cutibacterium acnes Species 0.000 description 1
- 241001464975 Cutibacterium granulosum Species 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- 108090000790 Enzymes Proteins 0.000 description 1
- 102000004190 Enzymes Human genes 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 241000207201 Gardnerella vaginalis Species 0.000 description 1
- 108010042889 Inulosucrase Proteins 0.000 description 1
- 241000191946 Kytococcus sedentarius Species 0.000 description 1
- 241000186684 Lactobacillus pentosus Species 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- NIPNSKYNPDTRPC-UHFFFAOYSA-N N-[2-oxo-2-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethyl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C(CNC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F)N1CC2=C(CC1)NN=N2 NIPNSKYNPDTRPC-UHFFFAOYSA-N 0.000 description 1
- VCUFZILGIRCDQQ-KRWDZBQOSA-N N-[[(5S)-2-oxo-3-(2-oxo-3H-1,3-benzoxazol-6-yl)-1,3-oxazolidin-5-yl]methyl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C1O[C@H](CN1C1=CC2=C(NC(O2)=O)C=C1)CNC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F VCUFZILGIRCDQQ-KRWDZBQOSA-N 0.000 description 1
- 241000186429 Propionibacterium Species 0.000 description 1
- MUPFEKGTMRGPLJ-RMMQSMQOSA-N Raffinose Natural products O(C[C@H]1[C@@H](O)[C@H](O)[C@@H](O)[C@@H](O[C@@]2(CO)[C@H](O)[C@@H](O)[C@@H](CO)O2)O1)[C@@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 MUPFEKGTMRGPLJ-RMMQSMQOSA-N 0.000 description 1
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 1
- 239000004141 Sodium laurylsulphate Substances 0.000 description 1
- UQZIYBXSHAGNOE-USOSMYMVSA-N Stachyose Natural products O(C[C@H]1[C@@H](O)[C@H](O)[C@H](O)[C@@H](O[C@@]2(CO)[C@H](O)[C@@H](O)[C@@H](CO)O2)O1)[C@@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@H](CO[C@@H]2[C@@H](O)[C@@H](O)[C@@H](O)[C@H](CO)O2)O1 UQZIYBXSHAGNOE-USOSMYMVSA-N 0.000 description 1
- 241000191967 Staphylococcus aureus Species 0.000 description 1
- 241001147736 Staphylococcus capitis Species 0.000 description 1
- 108090000992 Transferases Proteins 0.000 description 1
- 102000004357 Transferases Human genes 0.000 description 1
- MUPFEKGTMRGPLJ-UHFFFAOYSA-N UNPD196149 Natural products OC1C(O)C(CO)OC1(CO)OC1C(O)C(O)C(O)C(COC2C(C(O)C(O)C(CO)O2)O)O1 MUPFEKGTMRGPLJ-UHFFFAOYSA-N 0.000 description 1
- FLUADVWHMHPUCG-OVEXVZGPSA-N Verbascose Natural products O(C[C@H]1[C@H](O)[C@H](O)[C@H](O)[C@@H](OC[C@@H]2[C@H](O)[C@H](O)[C@@H](O)[C@@H](O[C@@]3(CO)[C@H](O)[C@@H](O)[C@@H](CO)O3)O2)O1)[C@@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@H](CO[C@@H]2[C@H](O)[C@@H](O)[C@@H](O)[C@H](CO)O2)O1 FLUADVWHMHPUCG-OVEXVZGPSA-N 0.000 description 1
- 230000000843 anti-fungal effect Effects 0.000 description 1
- 229940121375 antifungal agent Drugs 0.000 description 1
- 230000003796 beauty Effects 0.000 description 1
- 102000005936 beta-Galactosidase Human genes 0.000 description 1
- 108010005774 beta-Galactosidase Proteins 0.000 description 1
- 239000006172 buffering agent Substances 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 150000001720 carbohydrates Chemical class 0.000 description 1
- 235000014633 carbohydrates Nutrition 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000002255 enzymatic effect Effects 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- BJHIKXHVCXFQLS-UYFOZJQFSA-N fructose group Chemical group OCC(=O)[C@@H](O)[C@H](O)[C@H](O)CO BJHIKXHVCXFQLS-UYFOZJQFSA-N 0.000 description 1
- 235000004611 garlic Nutrition 0.000 description 1
- 125000002791 glucosyl group Chemical group C1([C@H](O)[C@@H](O)[C@H](O)[C@H](O1)CO)* 0.000 description 1
- 229940087073 glycol palmitate Drugs 0.000 description 1
- 230000036541 health Effects 0.000 description 1
- 244000144980 herd Species 0.000 description 1
- 238000000338 in vitro Methods 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 208000015181 infectious disease Diseases 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000002563 ionic surfactant Substances 0.000 description 1
- 239000004310 lactic acid Substances 0.000 description 1
- 235000014655 lactic acid Nutrition 0.000 description 1
- 239000008101 lactose Substances 0.000 description 1
- 229940031674 laureth-7 Drugs 0.000 description 1
- LXCFILQKKLGQFO-UHFFFAOYSA-N methylparaben Chemical compound COC(=O)C1=CC=C(O)C=C1 LXCFILQKKLGQFO-UHFFFAOYSA-N 0.000 description 1
- 244000000010 microbial pathogen Species 0.000 description 1
- 239000008267 milk Substances 0.000 description 1
- 210000004400 mucous membrane Anatomy 0.000 description 1
- 244000045947 parasite Species 0.000 description 1
- 244000052769 pathogen Species 0.000 description 1
- 239000002861 polymer material Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000004321 preservation Methods 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 229940055019 propionibacterium acne Drugs 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- MUPFEKGTMRGPLJ-ZQSKZDJDSA-N raffinose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO[C@@H]2[C@@H]([C@@H](O)[C@@H](O)[C@@H](CO)O2)O)O1 MUPFEKGTMRGPLJ-ZQSKZDJDSA-N 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 238000012827 research and development Methods 0.000 description 1
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- UQZIYBXSHAGNOE-XNSRJBNMSA-N stachyose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO[C@@H]2[C@@H]([C@@H](O)[C@@H](O)[C@@H](CO[C@@H]3[C@@H]([C@@H](O)[C@@H](O)[C@@H](CO)O3)O)O2)O)O1 UQZIYBXSHAGNOE-XNSRJBNMSA-N 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 125000000185 sucrose group Chemical group 0.000 description 1
- 238000010189 synthetic method Methods 0.000 description 1
- 230000008719 thickening Effects 0.000 description 1
- 238000002054 transplantation Methods 0.000 description 1
- FLUADVWHMHPUCG-SWPIJASHSA-N verbascose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO[C@@H]2[C@@H]([C@@H](O)[C@@H](O)[C@@H](CO[C@@H]3[C@@H]([C@@H](O)[C@@H](O)[C@@H](CO[C@@H]4[C@@H]([C@@H](O)[C@@H](O)[C@@H](CO)O4)O)O3)O)O2)O)O1 FLUADVWHMHPUCG-SWPIJASHSA-N 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/73—Polysaccharides
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/0012—Galenical forms characterised by the site of application
- A61K9/0034—Urogenital system, e.g. vagina, uterus, cervix, penis, scrotum, urethra, bladder; Personal lubricants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P13/00—Drugs for disorders of the urinary system
- A61P13/02—Drugs for disorders of the urinary system of urine or of the urinary tract, e.g. urine acidifiers
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P15/00—Drugs for genital or sexual disorders; Contraceptives
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
- A61Q19/10—Washing or bathing preparations
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/02—Preparations for cleaning the hair
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Dermatology (AREA)
- Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Epidemiology (AREA)
- Reproductive Health (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Urology & Nephrology (AREA)
- Engineering & Computer Science (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Organic Chemistry (AREA)
- Birds (AREA)
- Gynecology & Obstetrics (AREA)
- Endocrinology (AREA)
- Cosmetics (AREA)
- Saccharide Compounds (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR91/07955 | 1991-06-27 | ||
| FR9107955A FR2678166B1 (fr) | 1991-06-27 | 1991-06-27 | Compositions cosmetiques contenant des glucooligosaccharides. |
| PCT/FR1992/000597 WO1993000067A1 (fr) | 1991-06-27 | 1992-06-26 | Compositions cosmetiques contenant des oligosaccharides |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH06508832A JPH06508832A (ja) | 1994-10-06 |
| JP3366632B2 true JP3366632B2 (ja) | 2003-01-14 |
Family
ID=9414371
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP50137693A Expired - Lifetime JP3366632B2 (ja) | 1991-06-27 | 1992-06-26 | オリゴ糖を含む化粧品組成物 |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US5518733A (fr) |
| EP (1) | EP0591443B1 (fr) |
| JP (1) | JP3366632B2 (fr) |
| KR (1) | KR100229589B1 (fr) |
| AU (1) | AU2243492A (fr) |
| CA (1) | CA2112237C (fr) |
| DE (1) | DE69214815T2 (fr) |
| ES (1) | ES2097342T3 (fr) |
| FR (1) | FR2678166B1 (fr) |
| WO (1) | WO1993000067A1 (fr) |
Families Citing this family (90)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BR9405430A (pt) * | 1993-06-23 | 1999-09-08 | Wella Ag | Agente aquoso pra a fixação de cabelos em forma de um gel atomizável, altamente viscoso |
| FR2709061B1 (fr) * | 1993-08-17 | 1996-07-19 | Ladislas Robert | Utilisation d'oligosaccharides dans la prévention et le traitement du vieillissement des tissus. |
| DE19503423A1 (de) * | 1995-02-03 | 1996-08-08 | Beiersdorf Ag | Antiadhäsive Wirkstoffe |
| FR2741801B1 (fr) * | 1995-12-01 | 1998-01-02 | Oreal | Utilisation d'un polyholoside dans une composition nettoyante ou demaquillante, et composition le comprenant |
| FR2741800B1 (fr) * | 1995-12-01 | 1998-01-02 | Oreal | Utilisation d'un polyholoside dans une composition nettoyante ou demaquillante, et composition le comprenant |
| FR2743296B1 (fr) * | 1996-01-10 | 1998-06-19 | Oreal | Utilisation d'un polyholoside dans une composition nettoyante ou demaquillante, et composition le comprenant |
| ATE182068T1 (de) * | 1996-01-10 | 1999-07-15 | Oreal | Verwendung eines polyholosids in einer reinigungs- oder abschmink-zusammensetzung und zusammensetzung, die ein polyholisid enthält |
| FR2743299B1 (fr) * | 1996-01-10 | 1998-02-06 | Oreal | Utilisation d'un polyholoside dans une composition nettoyante ou demaquillante, et composition le comprenant |
| FR2743298B1 (fr) * | 1996-01-10 | 1998-02-06 | Oreal | Utilisation d'un polyholoside dans une composition nettoyante ou demaquillante, et composition le comprenant |
| EP0881905A1 (fr) * | 1996-02-14 | 1998-12-09 | The Procter & Gamble Company | Compositions pour le traitement de troubles urogenitaux et intestinaux contenant une substance derivee d'especes de plantes de la famille des ericaceae et un facteur de croissance de bacteries d'acide lactique |
| BE1010449A3 (fr) | 1996-08-01 | 1998-08-04 | Raffinerie Tirlemontoise Sa | Procede de preparation d'une composition polydipersee de saccharides, composition polydispersee de saccharides, produit alimentaire, pharmaceutique et/ou cosmetique comprenant ladite composition polydispersee. |
| US20060116330A1 (en) * | 1997-07-08 | 2006-06-01 | The Iams Company | Methods of mimicking the metabolic effects of caloric restriction by administration of mannoheptulose |
| US20020035071A1 (en) * | 1997-07-08 | 2002-03-21 | Josef Pitha | Mimicking the metabolic effects of caloric restriction by administration of glucose antimetabolites |
| US8563522B2 (en) * | 1997-07-08 | 2013-10-22 | The Iams Company | Method of maintaining and/or attenuating a decline in quality of life |
| DE69831609T2 (de) | 1997-11-24 | 2006-02-02 | Zeng, Zhongming, Shenzhen | Pharmazeutische zusammensetzung zur stimulierung des wachstums von gram-positiven bazillen und zur erhöhung der azidität der vagina und ihre verwendung |
| GB9814734D0 (en) * | 1998-07-07 | 1998-09-02 | Unilever Plc | Cosmetic composition |
| US6132739A (en) * | 1998-09-01 | 2000-10-17 | Amway Corporation | Makeup compositions and methods of making same |
| US6406686B1 (en) | 2000-03-21 | 2002-06-18 | Amway Corporation | Conditioning shampoo containing arabinogalactan |
| US6964949B2 (en) | 2000-05-24 | 2005-11-15 | Shanghai Jiao Da Onlly Co., Ltd. | Pharmaceutical compositions for promoting the growth of gram-positive bacilli and increasing the acidity in the vagina and the use thereof |
| EP1174118A1 (fr) * | 2000-06-28 | 2002-01-23 | Cognis France S.A. | Utilisation de l'inuline et de dérivés de celui-ci |
| KR20030025269A (ko) * | 2000-07-14 | 2003-03-28 | 존슨 앤드 존슨 컨수머 캄파니즈, 인코포레이티드 | 자가 발포성 세정 겔 |
| JP2002113041A (ja) * | 2000-10-11 | 2002-04-16 | Uni Charm Corp | 皮膚常在菌をコントロールする吸収性物品 |
| FR2831059B1 (fr) * | 2001-10-18 | 2004-07-23 | Jean Noel Thorel | Utilisation des fructo-oligosaccharides comme actifs cosmetiques, compositions les comprenant et procede de conservation les utilisant |
| NZ515869A (en) * | 2001-11-30 | 2003-09-26 | Med Chem Ingredients Ltd | Compositions and methods for animal treatment comprising gluco- and isomalto- oligosaccharides |
| US6589216B1 (en) | 2002-02-20 | 2003-07-08 | Abbott Research Group, Inc. | Vaginal douches, vaginal douche applicators and methods of vaginal douching |
| US8118789B2 (en) * | 2002-02-20 | 2012-02-21 | Abbott Research Group, Inc. | Deodorizer devices and systems for controlling perspiration-related body odor |
| US7270653B2 (en) * | 2002-02-20 | 2007-09-18 | Abbott Research Group | Methods of treating abnormal biological conditions using metal oxides |
| US20040052915A1 (en) * | 2002-09-13 | 2004-03-18 | Carlson Ting L. | Use of low glycemic index sweeteners in food and beverage compositions |
| FR2855181A1 (fr) * | 2003-05-23 | 2004-11-26 | Rhodia Chimie Sa | Composition detergente a activite anti-microbienne |
| US20050100559A1 (en) * | 2003-11-07 | 2005-05-12 | The Procter & Gamble Company | Stabilized compositions comprising a probiotic |
| EP1541117A1 (fr) * | 2003-12-12 | 2005-06-15 | Tiense Suikerraffinaderij N.V. | Compositions cosmétiques à rincer contenant un fructane du type inuline |
| US8877178B2 (en) | 2003-12-19 | 2014-11-04 | The Iams Company | Methods of use of probiotic bifidobacteria for companion animals |
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| US7785635B1 (en) | 2003-12-19 | 2010-08-31 | The Procter & Gamble Company | Methods of use of probiotic lactobacilli for companion animals |
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| US8894991B2 (en) * | 2003-12-19 | 2014-11-25 | The Iams Company | Canine probiotic Lactobacilli |
| BRPI0507583A (pt) * | 2004-03-17 | 2007-07-03 | Cargill Inc | adoçantes com baixo ìndice glicêmico e produtos feitos usando os mesmos |
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| FR2874825B1 (fr) * | 2004-09-08 | 2006-12-08 | Genibio Sarl | Utilisations d'oligosaccharides prebiotiques benefiques pour la flore vaginale |
| WO2006088884A1 (fr) * | 2005-02-15 | 2006-08-24 | Cargill, Incorporated | Procédés de fabrication de sirops |
| WO2006130187A1 (fr) * | 2005-05-31 | 2006-12-07 | The Iams Company | Lactobacilli felins a activite probiotique |
| EP1885383B1 (fr) * | 2005-05-31 | 2016-09-21 | IAMS Europe B.V. | Bifidobacteries de probiotiques felins |
| MX2009008166A (es) | 2007-02-01 | 2009-08-12 | Iams Company | Metodo para disminuir la inflamacion y estres en un mamifero usando antimetabolitos de glucosa, aguacate o extractos de aguacate. |
| FR2916634B1 (fr) * | 2007-06-01 | 2009-10-02 | Jean Noel Thorel | Association synergique vis-a-vis de la flore microbienne de l'epiderme humain et applications cosmetiques et pharmaceutiques |
| US9771199B2 (en) | 2008-07-07 | 2017-09-26 | Mars, Incorporated | Probiotic supplement, process for making, and packaging |
| FR2933617B1 (fr) * | 2008-07-10 | 2010-09-17 | Alliospharma | Compositions visant a favoriser le developpement et la croissance d'une microflore vaginale benefique |
| IT1398279B1 (it) * | 2009-06-25 | 2013-02-22 | Bsd | Formulazioni farmaceutiche per uso intravaginale nella prevenzione e terapia delle vulvo vaginiti e nel ripristino della fisiologia vaginale |
| US10104903B2 (en) | 2009-07-31 | 2018-10-23 | Mars, Incorporated | Animal food and its appearance |
| BR112012003128B8 (pt) | 2009-08-11 | 2020-02-27 | Fpinnovations | processos para recuperar um ácido inorgânico de licor residual aquoso, e para produzir celulose nanocristalina. |
| FR2954140A1 (fr) * | 2009-12-17 | 2011-06-24 | Oreal | Compositions cosmetiques ou dermatologiques a base de bacteriocines et de prebiotiques |
| US12257272B2 (en) | 2015-12-24 | 2025-03-25 | Seed Health, Inc. | Method and system for reducing the likelihood of developing depression in an individual |
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| CN102266271A (zh) * | 2011-07-28 | 2011-12-07 | 完美(中国)有限公司 | 一种含有低聚糖的洗护发产品及其在去屑方面的应用 |
| WO2013113767A1 (fr) | 2012-01-31 | 2013-08-08 | Bioclin Bv | Méthode d'administration d'un probiotique |
| CA2863681A1 (fr) * | 2012-02-14 | 2013-08-22 | The Procter & Gamble Company | Utilisation topique d'un agent prebiotique commensal dermique et compositions le contenant |
| CN103110973A (zh) * | 2013-01-24 | 2013-05-22 | 量子高科(中国)生物股份有限公司 | 保护生殖道微生态健康平衡的方法 |
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| US11213552B2 (en) | 2015-11-30 | 2022-01-04 | Joseph E. Kovarik | Method for treating an individual suffering from a chronic infectious disease and cancer |
| US11826388B2 (en) | 2013-12-20 | 2023-11-28 | Seed Health, Inc. | Topical application of Lactobacillus crispatus to ameliorate barrier damage and inflammation |
| US11026982B2 (en) | 2015-11-30 | 2021-06-08 | Joseph E. Kovarik | Method for reducing the likelihood of developing bladder or colorectal cancer in an individual human being |
| US11980643B2 (en) | 2013-12-20 | 2024-05-14 | Seed Health, Inc. | Method and system to modify an individual's gut-brain axis to provide neurocognitive protection |
| US11969445B2 (en) | 2013-12-20 | 2024-04-30 | Seed Health, Inc. | Probiotic composition and method for controlling excess weight, obesity, NAFLD and NASH |
| US11672835B2 (en) | 2013-12-20 | 2023-06-13 | Seed Health, Inc. | Method for treating individuals having cancer and who are receiving cancer immunotherapy |
| US12329783B2 (en) | 2013-12-20 | 2025-06-17 | Seed Health, Inc. | Method and system to improve the health of a person's skin microbiome |
| US12005085B2 (en) | 2013-12-20 | 2024-06-11 | Seed Health, Inc. | Probiotic method and composition for maintaining a healthy vaginal microbiome |
| US11839632B2 (en) | 2013-12-20 | 2023-12-12 | Seed Health, Inc. | Topical application of CRISPR-modified bacteria to treat acne vulgaris |
| US11998574B2 (en) | 2013-12-20 | 2024-06-04 | Seed Health, Inc. | Method and system for modulating an individual's skin microbiome |
| US12246043B2 (en) | 2013-12-20 | 2025-03-11 | Seed Health, Inc. | Topical application to treat acne vulgaris |
| US11529379B2 (en) | 2013-12-20 | 2022-12-20 | Seed Health, Inc. | Method and system for reducing the likelihood of developing colorectal cancer in an individual human being |
| US11642382B2 (en) | 2013-12-20 | 2023-05-09 | Seed Health, Inc. | Method for treating an individual suffering from bladder cancer |
| AU2016287746A1 (en) * | 2015-07-02 | 2018-01-25 | Aobiome Llc | Microbiome-compatible cosmetics |
| WO2017058175A1 (fr) | 2015-09-29 | 2017-04-06 | Kimberly-Clark Worldwide, Inc. | Composition synergique pour le maintien d'un équilibre sain de la microflore |
| MX389431B (es) | 2017-02-28 | 2025-03-20 | Kimberly Clark Co | Composicion sinergica para el mantenimiento del equilibrio saludable de la microflora. |
| MY203497A (en) * | 2017-06-27 | 2024-06-30 | Rottapharm Spa | Antibacterial activity of galactooligosaccharide and xylitol in dermatological treatments |
| FR3097441B1 (fr) * | 2019-06-24 | 2021-06-25 | Oreal | Composition cosmétique comprenant un lysat deBifidobacterium species, un extrait de levure du genreSaccharomyces, et un monosaccharide mannose et ses utilisations cosmétiques |
| FR3097436B1 (fr) * | 2019-06-24 | 2023-10-13 | Oreal | Composition cosmétique comprenant une association d’au moins un oligosaccharide et/ou polysaccharide associé à un monosaccharide mannose |
| EP3848018A1 (fr) | 2020-01-08 | 2021-07-14 | CreaSearch BV | Composion cosmétique comprenant une saponine et un polymère de saccharide |
| EP3848019A1 (fr) | 2020-01-08 | 2021-07-14 | CreaSearch BV | Composition cosmétique composant une saponine et un probiotique |
| US11590073B2 (en) | 2020-06-09 | 2023-02-28 | The Procter & Gamble Company | Methods and compositions for reducing the feeling of vaginal dryness |
| DE102020133860A1 (de) * | 2020-12-16 | 2022-06-23 | MNT Systeme GmbH | VERWENDUNG VON β-GALAKTOOLIGOSACCHRIDEN FÜR DIE HERSTELLUNG EINER KOSMETISCHEN UND/ODER PHARMAKOLOGISCH WIRKSAMEN ZUSAMMENSETZUNG |
| FR3118711A1 (fr) * | 2021-01-12 | 2022-07-15 | Beghin Meiji | Methode cosmetique et composition a base de fructo-oligosaccharides a chaine courte |
| AU2022207164A1 (en) * | 2021-01-12 | 2023-07-06 | Beghin Meiji | Cosmetic method and composition based on short-chain fructooligosaccharides and a native starch |
| FR3129083B1 (fr) * | 2021-11-18 | 2024-09-27 | Beghin Meiji | Methode cosmetique et composition a base de fructo-oligosaccharides a chaine courte |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2726190A (en) | 1952-03-11 | 1955-12-06 | Harold J Koepsell | Modification of dextran synthesis by means of alternate glucosyl acceptors |
| WO1991013076A1 (fr) | 1990-02-23 | 1991-09-05 | Raffinerie Tirlemontoise S.A. | Fructo-oligosaccharides ramifies, procede pour leur obtention et utilisation des produits les contenant |
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|---|---|---|---|---|
| JPS5012272A (fr) * | 1973-06-01 | 1975-02-07 | ||
| US4435389A (en) * | 1980-07-07 | 1984-03-06 | Kabushiki Kaisha Yakult Honsha | Composition for promoting growth of bifidobacteria |
| US4340673A (en) * | 1980-11-07 | 1982-07-20 | Merck & Co., Inc. | Process of producing modified glucans as anti-caries agent |
| US4364837A (en) * | 1981-09-08 | 1982-12-21 | Lever Brothers Company | Shampoo compositions comprising saccharides |
| US4518581A (en) * | 1981-11-02 | 1985-05-21 | Kabushiki Kaisha Hayashibara Seibutsu Kagaku Kenkyujo | Imparting low- or anti-cariogenic property to orally-usable products |
| JPS60190703A (ja) * | 1984-03-10 | 1985-09-28 | Kanebo Ltd | 皮膚化粧料 |
| JPS62412A (ja) * | 1985-06-25 | 1987-01-06 | Shiseido Co Ltd | 化粧料 |
| JPH0710344B2 (ja) * | 1985-12-26 | 1995-02-08 | 株式会社林原生物化学研究所 | 無水グリコシルフルクト−スによる含水物の脱水方法 |
| JPH0614862B2 (ja) * | 1987-05-22 | 1994-03-02 | 東京田辺製薬株式会社 | ビフィドバクテリウム菌の増殖促進剤 |
| JPS6437255A (en) * | 1987-08-04 | 1989-02-07 | Riken Chemical Ind | Gum for oral sterilization |
| US4987124A (en) * | 1987-10-13 | 1991-01-22 | Coors Biotech, Inc. | Method for inhibiting the growth of salmonella |
| FR2626583B1 (fr) * | 1988-01-29 | 1991-03-15 | Bioeurope | Procede de preparation enzymatique d'oligodextranes utiles dans la fabrication de substituts du sucre, et nouveaux oligodextranes |
| JPH0322971A (ja) * | 1989-06-20 | 1991-01-31 | Calpis Food Ind Co Ltd:The | ビフィズス菌増殖物質の精製法及び増殖物質 |
| JPH03117465A (ja) * | 1989-09-29 | 1991-05-20 | Hokuren Federation Of Agricult Coop:The | 甘味組成物およびその製造法 |
| JP2896598B2 (ja) * | 1990-10-06 | 1999-05-31 | 株式会社林原生物化学研究所 | ラクトネオトレハロースとその製造方法並びに用途 |
-
1991
- 1991-06-27 FR FR9107955A patent/FR2678166B1/fr not_active Expired - Lifetime
-
1992
- 1992-06-26 JP JP50137693A patent/JP3366632B2/ja not_active Expired - Lifetime
- 1992-06-26 KR KR1019930704023A patent/KR100229589B1/ko not_active Expired - Lifetime
- 1992-06-26 EP EP92915137A patent/EP0591443B1/fr not_active Expired - Lifetime
- 1992-06-26 AU AU22434/92A patent/AU2243492A/en not_active Abandoned
- 1992-06-26 DE DE69214815T patent/DE69214815T2/de not_active Expired - Lifetime
- 1992-06-26 US US08/167,858 patent/US5518733A/en not_active Expired - Lifetime
- 1992-06-26 WO PCT/FR1992/000597 patent/WO1993000067A1/fr not_active Ceased
- 1992-06-26 CA CA002112237A patent/CA2112237C/fr not_active Expired - Lifetime
- 1992-06-26 ES ES92915137T patent/ES2097342T3/es not_active Expired - Lifetime
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2726190A (en) | 1952-03-11 | 1955-12-06 | Harold J Koepsell | Modification of dextran synthesis by means of alternate glucosyl acceptors |
| WO1991013076A1 (fr) | 1990-02-23 | 1991-09-05 | Raffinerie Tirlemontoise S.A. | Fructo-oligosaccharides ramifies, procede pour leur obtention et utilisation des produits les contenant |
Also Published As
| Publication number | Publication date |
|---|---|
| KR100229589B1 (ko) | 1999-11-15 |
| US5518733A (en) | 1996-05-21 |
| EP0591443B1 (fr) | 1996-10-23 |
| EP0591443A1 (fr) | 1994-04-13 |
| FR2678166A1 (fr) | 1992-12-31 |
| JPH06508832A (ja) | 1994-10-06 |
| CA2112237C (fr) | 2003-02-18 |
| DE69214815D1 (de) | 1996-11-28 |
| FR2678166B1 (fr) | 1993-10-22 |
| CA2112237A1 (fr) | 1993-01-07 |
| WO1993000067A1 (fr) | 1993-01-07 |
| AU2243492A (en) | 1993-01-25 |
| DE69214815T2 (de) | 1997-05-15 |
| ES2097342T3 (es) | 1997-04-01 |
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